Literature DB >> 19271747

N-heterocyclic carbene catalyzed ring expansion of formylcyclopropanes: synthesis of 3,4-dihydro-alpha-pyrone derivatives.

Gong-Qiang Li1, Li-Xin Dai, Shu-Li You.   

Abstract

N-Heterocyclic carbene catalyzed ring expansion of readily accessible 2-acyl-1-formylcyclopropanes was developed. With 5 mol % of triazolium salt 5 and 30 mol % of DBU, ring expansion of various 2-acyl-1-formylcyclopropanes led to 3,4-dihydro-alpha-pyrones in good to excellent yields.

Entities:  

Year:  2009        PMID: 19271747     DOI: 10.1021/ol9002898

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Metalloradical activation of α-formyldiazoacetates for the catalytic asymmetric radical cyclopropanation of alkenes.

Authors:  Xue Xu; Yong Wang; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Chem Sci       Date:  2017-03-31       Impact factor: 9.825

2.  Exploiting Acyl and Enol Azolium Intermediates via NHeterocyclic Carbene Catalyzed Reactions of Alpha-Reducible Aldehydes.

Authors:  Harit U Vora; Philip Wheeler; Tomislav Rovis
Journal:  Adv Synth Catal       Date:  2012-04-19       Impact factor: 5.837

3.  Synthesis of chamaecypanone C analogues from in situ-generated cyclopentadienones and their biological evaluation.

Authors:  Suwei Dong; Tian Qin; Ernest Hamel; John A Beutler; John A Porco
Journal:  J Am Chem Soc       Date:  2012-11-20       Impact factor: 15.419

4.  NHC-Catalyzed Asymmetric Synthesis of Functionalized Succinimides from Enals and α-Ketoamides.

Authors:  Lei Wang; Qijian Ni; Marcus Blümel; Tao Shu; Gerhard Raabe; Dieter Enders
Journal:  Chemistry       Date:  2015-04-15       Impact factor: 5.236

  4 in total

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